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Compare 17 Cabin Rentals in Bennington with updated reviews, rates, and availability.

The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

10.0 out of 10, Exceptional, (25)
"We love the owls nest and have been there several times. It's like coming home to familiarity. Great landing spot and close to all the ski resorts."
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.

10.0 out of 10, Exceptional, (18)
"Beautiful weekend stay . Peaceful , mountain view . No issues at all . Excellent communication with hosts . Deer running around in the snowy back open field . Would love to return next fall or summer !"
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.

Cozy Cabin in Stratton Mountain & Mount Snow 10min

10.0 out of 10, Exceptional, (5)
"My fiancé and I really enjoyed our long weekend stay in this cozy cabin. The cabin has every amenity you could ever need between the kitchen, bathroom, living room and bedrooms. The queen bed was so comfortable. So many pillows were provided, which is not typical for a VRBO. Loved the electric fireplace! We really appreciated everything in the house being labeled, like what was in certain drawers and what remotes were for. There is not one thing I can complain about with this cabin. Our golden...
Cozy Cabin in Stratton Mountain & Mount Snow 10min

Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont

9.4 out of 10, Exceptional, (108)
"The cabin was even more beautiful in person. It had such a cozy feel to it with an old American farm atmosphere. Susan, the property owner. Was a wonderful host! Our communication was seamless and she was kind and courteous. She made us feel right at home. This was the first of many trips to this lovely cabin for our family to get our Christmas tree in Vermont.thank you Susan!!!"
Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

9.8 out of 10, Exceptional, (37)
"Awesome location between Mt. Snow and Strattton. Awesome secluded spot with hot tub, deck, and gas outdoor fire pit. Very responsive host with awesome area guide. Only issue: it was and still is advertised as having a washer and dryer, but it doesn’t. Even after telling the host about it, it still lists it a week later."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Log Cabin In The Woods

10.0 out of 10, Exceptional, (82)
"It was a great cabin to stay with family. "
Log Cabin In The Woods

The Stratton Cabin | Close to Stratton & Mt Snow!

10.0 out of 10, Exceptional, (3)
"Our stay was wonderful. The cabin is clean and fully equipped. "
The Stratton Cabin | Close to Stratton & Mt Snow!

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (27)
"The pictures of this place do not even do it justice. It was breathtaking. We had so much fun exploring Bennington during the day and returning to Big Sky to relax and enjoy the beautiful property. The house had everything we needed and more; the beds were so comfortable, and we enjoyed our time together. We will be back soon!"
Breathtaking Mtn Views: Stylish Rustic Retreat!

This cabin is a 2 bedroom(s), 1.5 bathrooms, located in Winhall, VT.

9.6 out of 10, Exceptional, (24)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
This cabin is a 2 bedroom(s), 1.5 bathrooms, located in Winhall, VT.

Boulder Run Cabin-Mountain Views/Sauna/Hot Tub/EV Charger

The price is SAR 1,682
SAR 3,940 total
includes taxes & fees
11 May - 12 May
Boulder Run Cabin-Mountain Views/Sauna/Hot Tub/EV Charger

The Birchwood Cabin - Stunning Mountain Views

2.0 star property
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
The price is SAR 840
SAR 2,252 total
includes taxes & fees
30 Apr - 1 May
The Birchwood Cabin - Stunning Mountain Views

Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!

10.0 out of 10, Exceptional, (8)
"We had such a great stay here. Was perfect for my family. Very clean and had a lot of space for everyone. Only a short drive away from town so that was nice. Would highly recommend!"
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!

Cozy two-story cabin in woods of Southern Vermont

9.0 out of 10, Wonderful, (2)
"Its a nice place my family and i have and excellent time there"
Cozy two-story cabin in woods of Southern Vermont

Chic Cabin with Fireplace at Stratton Mountain

10.0 out of 10, Exceptional, (4)
"Just an amazing place to relax and chill out. Very clean, nicely decorated and extremely comfortable. Short drive to Stratton, so easy to get a day at the mountain in. Host is very accommodating and easy to get in touch with. We stayed here four weekends during the ski season, kids, parents and dog all loved it."
Chic Cabin with Fireplace at Stratton Mountain

4-bedroom cabin near skiing in charming Peru

10.0 out of 10, Exceptional, (1)
4-bedroom cabin near skiing in charming Peru

Quintessential Cabin in the Woods near Town

10.0 out of 10, Exceptional, (1)
"Great cabin on a cool piece of property. Really close to Manchester with lots of restaurants and shopping. Also convenient to multiple different ski resorts nearby. We really enjoyed our stay!"
Quintessential Cabin in the Woods near Town

3 Pond Cabin Hot tub/Peloton/Fireplace/ Minutes to Manchester, Stratton, Bromley

3 Pond Cabin Hot tub/Peloton/Fireplace/ Minutes to Manchester, Stratton, Bromley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Bennington

Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is SAR 413
SAR 1,058 total
includes taxes & fees
16 Apr - 17 Apr
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Victorian Home in Bennington, Vermont

10.0 out of 10, Exceptional, (88)
"This is a wonderful property. Very spacious and nicely decorated. Master bathroom is huge with lots of thick fluffy towels. The hosts did a wonderful job making us feel welcome with lots of treats waiting for us when we checked in- bottled waters (sparking and plain) crackers and cheese, peanuts, coffee, half n half. This was a. Ice touch and very appreciated. It’s a very short walk into town with lots of restaurants and breweries Rally great place - would definitely stay here again!"
Victorian Home in Bennington, Vermont

Historic Downtown Home w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (12)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Historic Downtown Home w/Bar Room, Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.